Global Patent Index - EP 2394982 A1

EP 2394982 A1 20111214 - Process for the preparation of cis-diaminocycloalkanes

Title (en)

Process for the preparation of cis-diaminocycloalkanes

Title (de)

Verfahren zur Herstellung von cis-Diaminocycloalkanen

Title (fr)

Procédé de préparation de cis-diaminocycloalkanes

Publication

EP 2394982 A1 20111214 (EN)

Application

EP 10005903 A 20100608

Priority

EP 10005903 A 20100608

Abstract (en)

The present invention relates to a process for the preparation of cyclic cis -diamines of formula wherein Q is selected from the group consisting of -CH 2 -, -CH(CH 3 )-, -C(CH 3 ) 2 -, -(CH 2 ) 2 -,-(CH 2 ) 3 - and -(CH 2 ) 4 -; n is an integer from 0 to 4; and each substituent R, if present, is independently a linear or branched C 1-8 alkyl attached to any one of the depicted carbon atoms; starting from cyclic dienes such as cyclopentadiene and an azodicarboxylic acid derivative such as azodicarboxamide. Also claimed are novel compounds as intermediates in the process.

IPC 8 full level

C07C 209/62 (2006.01); C07C 211/36 (2006.01); C07D 487/08 (2006.01)

CPC (source: EP)

C07C 209/62 (2013.01); C07D 487/08 (2013.01); C07C 2601/08 (2017.04)

C-Set (source: EP)

C07C 209/62 + C07C 211/36

Citation (applicant)

  • WO 2007138277 A1 20071206 - ASTRAZENECA AB [SE], et al
  • US 5736557 A 19980407 - HOFHEINZ WERNER [CH], et al
  • US 5519024 A 19960521 - MIYAKE AKIO [JP], et al
  • J. AM. CHEM. SOC., vol. 95, 1973, pages 3569 - 3572
  • TETRAHEDRON LETT., vol. 43, 2002, pages 5551 - 5554
  • WOODBURN; O'GEE, J. ORG. CHEM., vol. 7, 1952, pages 1235 - 1244
  • DENK ET AL., TETRAHEDRON, vol. 59, 2003, pages 7565 - 7570

Citation (search report)

  • [YD] WO 2007138277 A1 20071206 - ASTRAZENECA AB [SE], et al
  • [YD] US 5736557 A 19980407 - HOFHEINZ WERNER [CH], et al
  • [X] FURDIK, MIKULAS ET AL: "Synthesis of azodicarboxylic acid imide, its N-substituted derivatives and their use as dienophiles in the Diels-Alder reaction", CHEMICKE ZVESTI , 21(6), 427-42 CODEN: CHZVAN; ISSN: 0366-6352, 1967, XP008126468
  • [X] DIELS O ET AL: "UEBER DAS AUS CYCLOPETADIEN UND AZOESTER ENTSTEHENDE ENDOMETHYLEN-PIPERIDAZIN UND SEINE UEBER-FUEHRUNG IN 1,3-DIAMINO-CYCLOPENTAN", JUSTUS LIEBIGS ANNALEN DER CHEMIE, VERLAG CHEMIE GMBH, WEINHEIM; DE, vol. 443, 1 January 1925 (1925-01-01), pages 242 - 262, XP009045699, ISSN: 0075-4617
  • [X] BRYANTSEV, VYACHESLAV S. ET AL: "De Novo Structure-Based Design of Bisurea Hosts for Tetrahedral Oxoanion Guests", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY , 128(6), 2035-2042 CODEN: JACSAT; ISSN: 0002-7863, 2006, XP002599232
  • [X] HEYNS, KURT ET AL: "Reactions on carboxamide groups. VII. N-Nitroso-N-acyl derivatives of cyclohexylamine and of 1,4-diaminocyclohexane", JUSTUS LIEBIGS ANNALEN DER CHEMIE , 634, 29-49 CODEN: JLACBF; ISSN: 0075-4617, 1960, XP002599233
  • [YD] CHAKRABORTY T K ET AL: "Development of 2,3-diazabicyclo[2.2.1]heptane as a constrained azapeptide template and its uses in peptidomimetic studies", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL LNKD- DOI:10.1016/S0040-4039(02)01141-3, vol. 43, no. 32, 5 August 2002 (2002-08-05), pages 5551 - 5554, XP004371561, ISSN: 0040-4039

Designated contracting state (EPC)

AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK SM TR

Designated extension state (EPC)

BA ME RS

DOCDB simple family (publication)

EP 2394982 A1 20111214

DOCDB simple family (application)

EP 10005903 A 20100608